Hydrochloric Acid → tert-butyl (2E)-3-(pyridin-3-yl)prop-2-enoate

HRID 496065

반응식

HRID 496065 반응식
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])[CH:3]=1.[C:13]([O-])([CH3:16])([CH3:15])[CH3:14].[K+]>CCOCC.O1CCCC1>[N:2]1[CH:7]=[CH:6][CH:5]=[C:4](/[CH:8]=[CH:9]/[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:3]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 776396trans-3-(3-Pyridyl)acrylic acidHCID 23665647Potassium tert-butoxide

생성물 1

HCID 11030960tert-butyl (2E)-3-(pyridin-3-yl)prop-2-enoate

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
5 °C

실험 절차

Ethereal HCl is added to a solution of 45 g of (2E)-3-(3-pyridyl)-2-propenoic acid in 300 ml of ether until the pH is acid. The precipitate obtained is filtered off, washed with ether and dried under reduced pressure. The product is then taken up in 600 ml of thionyl chloride and heated at reflux for 2 hours, and is then concentrated under reduced pressure and taken up successively in toluene and then ether. The residue obtained is then diluted with 1 liter of tetrahydrofuran, stirred at 5° C., and 67 g of potassium tert-butanolate in 2.5 liters of tetrahydrofuran are added. After reacting for 3 hours at 5° C. and for 1 hour at 20° C., the reaction mixture is subjected to customary treatment, allowing the expected product to be obtained after evaporation under reduced pressure.

후처리

  1. customThe precipitate obtained
  2. filtrationis filtered off
  3. washwashed with ether
  4. customdried under reduced pressure
  5. temperatureheated
  6. temperatureat reflux for 2 hours
  7. concentrationis then concentrated under reduced pressure
  8. customThe residue obtained

출처 및 근거

ORD 기록
ord-09b9d996eec544dc8cbbb81bddfb0d35
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06943184B2

연결된 노트

불러오는 중…